I’ve Never Seen Anything Like This
This fall fundraising season has been unprecedented in terms of both the quality and quality of companies trying to raise capital.
What’s Going On With Pro Rata Rights?
What causes pro rata disputes and why are they likely to become more frequent in the age of AI.
Now Is Not the Time to Increase Your Burn Rate
I can’t think of a time in my career when capital has flowed this actively yet so little of it has seemingly gone towards extending runway.
What’s Going On with Series A?
What’s happening in Series A right now is the natural evolution of the AI-driven shift that started at Pre-Seed in early 2025 and flowed through the Seed stage beginning in Q4.
What Do VCs Talk About When Nobody’s Listening?
Last week, I hosted an emerging manager summit in San Francisco with VCs from across North America. Guess what we talked about?
What’s Going On With Accelerators?
With more accelerators and fellowships than ever, it might seem like there’s an overabundance of options for founders to choose from. What we’re seeing is actually a clustering around two very specific approaches to hands-on investing.
What’s Going on with Seed Rounds?
Another major shift is underway and, this time, it’s throwing off founders, angel investors, and Pre-Seed VCs alike.
Hunters vs. Farmers
What does it mean if a VC is a “hunter” or a “farmer” and why does it matter?
The Myth of the Magical Money Fairies
The myth of Silicon Valley’s magical money fairies is deeply entrenched in many ecosystems around the world.
Why Do 99% of Startup Accelerators Fail?
Why do 99% of startup accelerators fail to live up to their expectations?
Why Do VCs Make Startups Pay Their Legal Fees?
Why do VCs ask founders to pay their legal bills? How common is this practice and what should you do about it?
VCs are Changing Their Tune on Conflicts
VCs generally do not invest in startups that compete directly with existing portfolio companies. But that norm is changing.
I Don’t Know Who You Are. I’m Sorry.
There’s one aspect of being an investor that fills me with shame. Despite my best efforts, chances are I have absolutely no idea who you are.
What’s Going on with Early-Stage Founders?
What now we’re seeing the manifestation of the shift Everett Randle warned about back in 2021.
What’s Going on with Early-Stage Investing?
I have never seen a more bifurcated fundraising environment. What’s going on?
7 Things I Learned From VCs Who Passed On Me
Hundreds of VCs passed on me when I was a founder. And I learned important lessons from a lot of them.
Fundraising Sucks. Get Over It.
Each week, I get emails from founder expressing frustration about fundraising. My advice? Get over it.
Venture Capital’s Changing of the Guard
Venture capital is not broken. But it is evolving.
What Happens After You Sign a Term Sheet?
Here are the steps that occur between signing a VC term sheet and the money being deposited into your startup’s bank account.